Windermere Single Family Homes For Rent - 46 homes

Remarks: One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Discover this newly updated 4 bed/2.5 bath single house located in the highly sought-after Windermere Trail community at Windermere. This cute house has a very spacious front porch for rocking chairs and morning coffee. Inside this airy and high-ceiling home, the newer luxury vinyl flooring on the stairs and the whole 2nd floor boasts upscale appearance and easy cleaning. Upon the entry a huge living room with flooding natural light through multiple windows welcomes family and friends. The living room opens to a gourmet kitchen with granite counter top, 42” maple cabinetry and stainless steel appliances. Next to the kitchen, a separate dining room with abundant light is perfect for gatherings formal or casual. Ascending the elegant and newer vinyl stairs you reach the 2nd floor bedrooms and the loft. The loft is perfect as a great room for TV, games or even study. The master bedroom is separated from other 3 bedrooms. The spacious master bedroom has an over-sized walking closet room with its own window. You will love the huge master bath with double vanity/sink, linen closet and glass door shower. On the other end of the hallway there are three bedrooms sharing another full bath with double vanity/sink. A laundry room conveniently sits next to the bedrooms with large capacity washer/dryer and plenty of room for racks and tables. This house has a two-car garage and two-zone irrigation system. The Windermere Trail club house is one block away from this home. A beautiful pool, two huge pavilions, and a playground are right next to the tranquil Lake Reams decorated with lush greenery and palm trees. A close-by Lakeside Village Park is little one's paradise with many slides, climbers and craw-through tubes. Located in Windermere, the upscale, finest and safest area of central Florida, zoned for top-rated schools, conveniently situated for quick access to supermarkets and additional shopping/dining, and with close proximity to great towns of Winter Garden, Horizon West and Dr Phillips, this gorgeous home won’t last long. Don’t wait, call today!

Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)

Listing Agent: Sherry Wang (484-744-4586)

Remarks: Location, location!!! Beautifully maintained home in highly desirable community of Providence! A rated schools, shops and restaurants are minutes away for your convenience. 4 bedroom 3 full bath home offers, additional office, formal dining area, private pool with spa and 3 car garage. Home has a NEW roof and AC installed in 2020, new water filter system and a pool heater. Open floor plan with extra high ceilings are additional bonus to an amazingly designed entertainment wall with fireplace in the living room. Make your appointment today and come see this incredible house for yourself!

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Sevara Botirova Patel (407-242-9546)

Remarks: If you choose to rent this beautiful, well-maintained home in a clean, quiet, and safe neighborhood, you’ll love its convenient access to all of Orlando’s attractions. This 3-bedroom, 2-bath home is located near excellent schools, shopping, restaurants, and major roadways, with Disney just 11 minutes away. Situated on a corner lot, the property features a large yard and a screened patio—perfect for families and pets. There is a two-car garage with an automatic opener located at the rear of the home. The spacious master suite is filled with natural light and includes a dual vanity, walk-in closet, and a glass-enclosed walk-in shower. A versatile flex room across from the master suite can be used as an office, playroom, or easily converted into a fourth bedroom if needed. The additional two bedrooms are generously sized. The open living area features wood flooring that continues throughout the home. The kitchen is equipped with large dark cabinets, stainless steel appliances, granite countertops, a tile backsplash, and a convenient breakfast bar. The backyard includes a citrus tree, artificial turf on the patio, and tall bamboo for added privacy. The surrounding flowers and palm trees create a peaceful and relaxing outdoor space. Make your appointment as soon as possible, as the property will be ready for move-in on MAY 1ST.

Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)

Listing Agent: Rosalina Martinez (321-443-5116)

Remarks: Beautiful 3-Bedroom Home in Windermere Sound – Prime Location with Top-Rated Schools. Owner spent more than 10K to upgrade and add a screened porch! Welcome to this gorgeous 3-bedroom single-family home located in the highly desirable Windermere Sound community, known for its top-rated schools and exceptional lifestyle. This home offers the perfect blend of comfort, convenience, and community living in one of Central Florida’s most sought-after areas. The home features a well-designed layout with a kitchen equipped with granite countertops, providing both style and functionality for everyday living and entertaining. The inviting living spaces create a warm and comfortable atmosphere throughout. Enjoy the added benefit of lawn maintenance included in the HOA, allowing for a low-maintenance lifestyle. Community Features & Amenities Residents of Windermere Sound enjoy access to a variety of well-maintained amenities, including: Resort-style community swimming pool Tennis courts Basketball court Playground / tot lot Walking paths and green spaces Beautifully landscaped surroundings and a welcoming neighborhood atmosphere Perfectly located near restaurants, grocery stores, movie theaters, and hospitals, this home also offers a unique bonus — the opportunity to enjoy Disney fireworks nightly from within the community. This property presents a wonderful opportunity to enjoy modern living, excellent schools, and outstanding community amenities in Windermere. Please call our office for showing now!

Listing is courtesy of: MULTI CHOICE REALTY LLC (352-404-6542)

Listing Agent: Amanda Yuan (407-353-2867)

Remarks: This stunning waterfront home with a pool in the desirable 24-guard gated neighborhood of Keene’s Pointe is available for immediate occupancy! Welcome home to your exquisite single-story remodeled home spanning 2,851 sq ft with an open-concept design, featuring wood floors with contemporary style throughout. Highlights include spacious bedrooms, a separate study, living room, dining room, and a family room with expansive pond views. Your fully equipped kitchen includes stainless appliances, wood cabinets, marble backsplash, quartz counters, and a farmhouse sink. The primary bedroom is spacious with a spa-like bathroom including dual floating vanities, soaking tub, glass shower, and a walk-in closet. Secondary bedrooms have an adjacent bathroom with a separate loft area perfect a game room or gym. Enjoy the beautiful Florida weather in your screened in pool with a summer kitchen, and covered lanai overlooking the pond. The home also includes plenty of storage space with a three-car garage. Additionally, Keene’s Pointe is a 24-hour guard gated community, including plenty of parks, playgrounds, with access to The Butler Chain of Lakes, The Golden Bear Country Club with amenities that include a gym, pool, golf, tennis courts, and neighborhood boat/RV storage. Close to Orlando’s best attractions including Walt Disney World, shopping, and “A” schools including Windermere Elementary, Bridgewater Middle, and the newer Windermere High School. Don’t miss out on this extraordinary rental property.

Listing is courtesy of: THE SIMON SIMAAN GROUP (407-558-1396)

Listing Agent: Simon Simaan (407-558-1396)

Remarks: One or more photo(s) has been virtually staged. Experience elevated lakefront living in this one-of-a-kind estate, offering breathtaking views of Lake Bessie and unforgettable Florida sunsets.A private gated entry welcomes you to this exceptional residence offering 4 bedrooms and 4.5 bathrooms, thoughtfully designed for both everyday living and elegant entertaining. The main level features formal living and dining rooms with a fireplace, along with a private office just off the foyer. The gourmet kitchen is a chef’s dream, showcasing custom cabinetry, built-in wine rack, wine refrigerator, Sub-Zero refrigerator, custom lighting, gas range, and a spacious pantry. A convenient half bath and oversized laundry room are also located on the main floor. Upstairs, you’ll find two private suites, each with its own full bathroom, plus the luxurious owner’s retreat offering stunning lake views, custom tile floors and walls, a separate walk-in shower, jetted soaking tub, custom lighting, and a large walk-in closet with built-in cabinetry. Step outside to your resort-style oasis featuring a self-cleaning pool with expansive deck and water feature. Two additional outdoor entertaining areas include a dedicated space with an outdoor kitchen. The pool house offers large windows with panoramic views, custom cabinetry, granite countertops, upgraded tile flooring, a Murphy bed, and a full custom bathroom, perfect for guests. Complete with a covered boat dock and located just a few blocks from downtown Windermere and nearby shopping, this extraordinary home blends luxury, comfort, and the ultimate Florida lifestyle.

Listing is courtesy of: ELITE GLOBAL REAL ESTATE LLC (407-758-2604)

Listing Agent: Maria Sarmiento Webel (305-793-6614)

Remarks: Experience luxury living in this beautifully updated 4-bedroom, 2.5-bathroom single-story home located in the 24/7 gated camera surveillance Belmere community in Windermere. This home has been completely and tastefully remodeled with luxury finishes throughout, transforming it into a modern sanctuary of comfort and elegance. Every detail has been upgraded with intention, blending sophistication, functionality, and timeless design for a truly exceptional living experience. This home offers a unique lifestyle you don't often find: Pool and spa, with a saltwater system for a softer, more comfortable swimming experience, all designed for relaxation and enjoyment year-round.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Margaret Marambio (407-530-6000)

Remarks: Magnificent 4 bedroom 2.5 bathroom home! Move in ready with new lush carpet and fresh 2-tone paint. Beautiful tiled flooring leads you into the spacious kitchen with a long breakfast bar and a spacious island. The kitchen also showcases a custom backsplash, stainless steel appliances, large cabinets, and plenty of counter space. The open floor plan gives this home the perfect space for entertaining that you have been looking for. Enjoy the master suite with vaulted ceilings and 3 large windows letting in the natural light. The master bathroom has a spacious walk-in shower, his and her vanities with granite tops, and huge garden tub. There is so much to adore about this home, you do not want to miss out on this one. Come and see today!

Listing is courtesy of: CINO INTERNATIONAL INC (407-354-3318)

Listing Agent: Ya Lan Chien (321-960-1245)

Remarks: Beautiful 3/2 home with two car garage, in a gated community, good schools, tile roof, Wood and tile flooring, high ceiling, ceiling fans, wood cabinetry, build-in desk, gas stove, stainless appliances, ample closet space, Master bedroom with dual vanity, tub, and a very large glass-enclosed walk-in show, walk-in closet, it has privet access to the beautiful back yard. This gated community has numerous amenities, club house, fitness center& sauna, sparkling swimming pool, tennis court, sand volleyball, basketball courts and play ground for your little one. convenient location, easy access to high ways 408, 429, turnpike, shopping, dinning and the attractions, beaches. A place to called home. Come and see.

Listing is courtesy of: CINO INTERNATIONAL INC (407-354-3318)

Listing Agent: Ya Lan Chien (321-960-1245)

Remarks: Beautiful and inviting home located in the heart of Windermere, nestled within a charming gated community. Enjoy the rare opportunity to watch Disney fireworks right from your own backyard. Designed for modern living, this home features an open-concept floor plan that flows seamlessly, perfect for both everyday comfort and entertaining. The fully fenced backyard offers privacy and the ideal space for family gatherings, barbecues, and outdoor enjoyment. Additional highlights include solar panels for enhanced energy efficiency, a spacious two-car garage, and a welcoming front porch perfect for relaxing. Residents enjoy access to community amenities including a sparkling swimming pool, playground, and beautifully maintained green spaces. Ideally located near top-rated A+ schools, as well as shopping, dining, and everyday conveniences, this home offers the perfect blend of comfort, efficiency, and location in one of Central Florida’s most desirable areas.

Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)

Listing Agent: Umberto Da Cunha Neto (407-690-3539)

Remarks: Welcome to Keenes Point - Windermere, a stunning 3-bedroom, 2-bathroom home located in the desirable Windermere, FL. This property is nestled within a secure gated community, offering an added layer of peace and security. The home boasts a private pool, perfect for cooling off during those hot Florida summers. The private backyard provides ample space for outdoor activities or simply enjoying the beautiful weather. Inside, you'll find spacious bedrooms and modern bathrooms, offering the perfect blend of comfort and style. Experience the best of Florida living at Keenes Point - Windermere. Rent includes lawn & pool care along. HURRY, this home will not last!!!

Listing is courtesy of: JOHN SILVA REALTY & ASSOCIATES (407-420-7908)

Listing Agent: Julien Silva (352-348-9219)

Remarks: Brand New Windermere 4 Bedroom Home For Rent Priced Low, Call Now!, 2 Car Garage, BRAND NEW HOME, Upstairs Bonus Area Too!, Corner Lot, Granite Countertops, 42” Cabinets, Tile Flooring, Carpeted Bedrooms, COMMUNITY Pool, COMMUNITY Clubhouse, COMMUNITY Playground, JUST 30 MINUTES To: Downtown Orlando, CONVENIENT To: 429, JUST MINUTES To: Walt Disney World, CONVENIENT To: Major Roads, Shopping, & Schools, Stainless Steel Appliances INCLUDED, Blinds INCLUDED. The deposit amount is based upon the application results. Pets: OK (Dangerous Pets are not permitted, Pit Bulls, etc.) Priced $2,950.00 for the first 4 months, $3,099.00 for the remaining 8 months (Average: $3,049.00/mo). AVAILABLE: NOW

Listing is courtesy of: ORLANDO REALTY & PROPERTY MGNT (407-641-5782)

Listing Agent: Jay Myers (407-641-5782)

Remarks: Beautiful two-story townhome in the desirable Windermere Sound community! This stunning residence offers 3 bedrooms, 2.5 bathrooms, and a spacious 2-car garage, spanning 1,742 sq. ft. of elegant living space. The home features stainless steel appliances, granite countertops, and modern finishes throughout. Windermere Sound provides residents with resort-style amenities, including a swimming pool, tennis and basketball courts, playgrounds, and scenic ponds, all with lawn care included. Ideally situated just minutes from Disney World, premium shopping, fine dining, and top-rated schools such as Windermere High School, this home perfectly blends comfort, convenience, and luxury living in one of Orlando’s most sought-after areas.

Listing is courtesy of: FLORIDA FANTASY REAL ESTATE INC (407-397-9039)

Listing Agent: Maribel Minarro (407-908-3522)

Remarks: 3 Bed 2 Bath Pool home 1 block from Windermere Elementary School * Private Boat Ramp to Lake Butler & Chain of Lakes * Friendly Pets Welcome - Completely Resurfaced Pool & Spa * Rear Porch has been enclosed to create a nice Sunroom with A/C * Fenced Yard * Storage Building * Carport with Extra Storage Room * Washer & Dryer Included * Available May 1, 2026

Listing is courtesy of: VINTAGE REALTY GROUP LLC (407-217-5458)

Listing Agent: Darrell Nunnelley (407-467-8069)

Remarks: This 4BR/4 FULL Bath PLUS BONUS ROOM home located right next to a beautiful park in Keene’s Pointe is calling your name! Enjoy the serenity of this guard gated, golf course and country club community. This flexible split floor plan features all 4 bedrooms downstairs with the primary suite on one side of the house and on the other side you will find a deluxe, Jack and Jill bedroom layout with double vanities, and the 4th bedroom with full bath located at the rear of the house with a private entrance door that leads out to a large serene backyard. Upstairs you will find a generously sized bonus room with a privacy door and FULL bathroom across the hall. The bonus room could make a great 5th bedroom, home office, or playroom. This home has a very flexible floor plan and plus you can see Disney fireworks every night from your own front door! Located near to the recently enlarged County Road 535 entrance to Keene’s Pointe, it is convenient to all major highways, just minutes from Disney and a wide variety of shopping opportunities and essential service providers right nearby. As a resident, you have the option of joining the Golden Bear Country Club as either a golf or social member in order to use the fitness center, tennis courts, pool, restaurant, and golf facilities. Initiation Fee and monthly dues would be required.

Listing is courtesy of: B LIVE COMMERCIAL AND RESIDENT (407-217-7573)

Listing Agent: Oscar Rodriguez (321-297-7264)

Remarks: **AVALAIBLE NOW ***Welcome home to this stunning and well maintained home in the highly sought after Lakes of Windermere. **4th room has closet and can be used as office or 4th bedroom.** House has totally been remodeled with 42" kitchen cabinets, granite countertops, stainless steel appliances, double vanity in master bath with soaking tub and separate shower, wood flooring in main areas, NEW carpet in the 2nd and 3rd bedroom. Fenced back yard, House is wired for cable, internet and home security. 220 volt charging station in 2 car Garage. Just 5 minutes to downtown Windermere, 10 minutes to Disney & 15 minutes to major shopping, hospitals and expressways. Lots of community amenities, such as swimming pool, playground, tennis/basketball courts, and community dock on big lake.

Listing is courtesy of: FRONTLINE FLORIDA REALTY, INC. (407-832-4888)

Listing Agent: Alan Martin (407-832-4888)

Remarks: Explore the WINTERSET model from Ryan Homes of the Sanctuary at Lakes of Windermere, a corner unit, this 5- bedroom, 4.5 bathroom in Windermere combines the modern elegance, and a touch of magic with its a DISNEY Fireworks view, offering a lifestyle of unparalleled comfort. Upon entering, you are greeted by those who appreciate a dedicated workspace, the home includes a spacious office and a serene atmosphere, allowing for maximum productivity while working from home. The expansive living room boasts soaring ceilings, allowing natural light to cascade through the large windows, creating an airy and inviting ambiance. The gourmet kitchen is a chef's dream, featuring stainless steel appliances, a large cabinetry, and a spacious island with granite countertops. The adjacent formal dining room is perfect for hosting intimate gatherings or grand dinner parties. The master suite is offering a sanctuary of tranquility, a enormous shower, and dual vanities. Each of the remaining four bedrooms is generously sized, providing comfort and privacy for family and guests. The highlight of the outdoor space is the breathtaking view of the nightly Disney fireworks display, visible from the comfort of your own home. This feature creates a magical atmosphere and makes every evening a celebration.

Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)

Listing Agent: Victor De Oliveira (321-393-2772)

Remarks: Luxury 1 Bedroom / 1 Bathroom Condo for Rent Experience elevated living in this private, studio-style condo located above the garage. Designed for comfort and style, this beautifully maintained residence features in-unit washer and dryer, central A/C and heating, and private driveway parking. Set within a highly desirable A-rated school zone, the home is just minutes from upscale shopping, dining, and entertainment. As a rare and special highlight, enjoy breathtaking Disney fireworks views from home??. Residents also enjoy access to a resort-style community pool, creating a relaxed, vacation-like atmosphere year-round.

Listing is courtesy of: JHY REALTY INVESTMENTS, LLC (407-435-0482)

Listing Agent: Haicui Yuan (407-435-0482)

Remarks: Beautiful house for rent in Windermere!! location, location and location. 3 bedrooms, 2 baths, 2 car garages. Beautiful large backyard and screen porch. Great school system. House is in highly desirable Lakes of Windermere! NO CARPETS!! The interior is FRESHLY Painted in alabaster tones, 3 Bedrooms, 2-baths, property is loaded with upgrades and has purposeful utility and functionality. Enter into the living room and dining room areas with Luxury-vinyl, wood-patterned floors throughout all the house, custom paint, split plan, Updated bathroom, Large Primary Suite with large storage/walking closet room, beautifully stone counters tops, Garden tub, separate shower, Beautiful Kitchen! Brand new Quartz Counter Tops, island & breakfast bar, upgraded stainless appliances, large pantry, with breakfast nook plus a Large adjoining Family room! An extended, covered Lanai/porch with no neighbors in the back. Plus 2-car garage too! Windermere public and private schools are just one to three miles away, convenient to shopping. Living in the Lakes of Windermere means access to top-notch amenities, including a community pool, tennis and basketball courts, and several playgrounds. Plus, you’re zoned for **A-rated schools** and just a short drive from **Disney Parks**, world-class dining, and upscale shopping. Don’t miss your chance to own this exceptional property, Great opportunity!!!

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Maria Castro Aversano, Pa (201-694-3982)

Remarks: This exquisite custom residence in the Reserve at Lake Butler Sound community offers unparalleled luxury and sophistication. Striking wrought-iron arched double entry doors open to a seamless, airy floor plan featuring elegant travertine flooring and captivating views of the pool and lanai area.Elegant wrought-iron chandeliers grace the welcoming foyer and generous dining space. This home is filled with premium upgrades, including elite appliances, dual gas fireplaces, and soaring ceilings throughout.The expansive chef’s kitchen seamlessly connects to the casual breakfast nook and family room, highlighted by a bespoke built-in entertainment center and towering 10-foot corner sliding glass doors that fully retract to reveal a spacious screened porch equipped with its own fireplace and fully appointed outdoor kitchen.The kitchen boasts a massive central island, premium Dacor and Sub-Zero appliances—including a six-burner gas cooktop, double ovens, and a wet bar featuring a wine refrigerator and warming drawer—plus an oversized walk-in pantry.On the main level, you'll find a versatile game room with a full bar, a dedicated office, three additional bedrooms, and an impressive primary suite. The primary retreat showcases hand-scraped hardwood floors, a generous en-suite bath with dual vanities, access to a private courtyard, and an expansive walk-in closet.Upstairs, discover an additional bedroom with a full bath, along with a dedicated theater room featuring seating for six, a large screen, and projector setup.Ample parking and storage are provided by the three-car garage, complete with attic access. The fully fenced backyard centers around a grand pool with spa and impressive water features.This exceptional property includes partial designer furnishings as depicted in the listing photos. Enjoy convenient proximity to premier shopping, restaurants, major highways, world-famous attractions, and excellent educational options—such as top-rated public schools and private institutions like Windermere Preparatory School.

Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)

Listing Agent: Juan Delgado (407-744-4469)